Holiday rentals in Pleasantville

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Top-rated holiday rentals in Pleasantville

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Top guest favourite
The kitchen features classic wooden cabinetry and retro-style appliances, including a pale cream refrigerator. A patterned backsplash complements the checkered floor, while shelves display colorful dinnerware. Natural light fills the space, enhancing the inviting atmosphere for cooking and gathering.
Home in Ankeny

Historic Home on 4 Acres - Hot Tub, Pool, Tiki Bar

Our 1948 vacation home is on 4 acres & boasts 3 bedrooms, 3 full baths, 2 half baths, Bridal Suite (4th bedroom), 70s TV/Game Room, Tiki Bar, & Children's Playroom. Outside we have a pool (guaranteed to be open 5/26 - 9/5) & hot tub (year round). Located 15min away from Downtown DSM & a mile away from a grocery store/restaurants. Up to 2 dogs allowed for an additional fee. ***Events/photo shoots are allowed with written permission only and will be an added fee. No events larger than 25 total.***

4.97 out of 5 average rating, 212 reviews
Guest favourite
A treehouse, elevated on stilts, is surrounded by various trees and greenery. The wooden structure features large windows and a balcony, with a staircase leading up, inviting guests to its elevated entrance. Bright blue skies provide a clear backdrop.
Treehouse in Norwalk

RARE Spacious Treehouse & Sauna Near Des Moines

Come home to luxury in nature in this spacious, double king-bed treehouse and sleep among the stars. Expansive views of rolling hills greet you as you sip your pour-over coffee on the wrap around balcony twenty feet above ground. Rain? No problem. Tuck away on the three-season screened-in porch to watch the iconic Iowa pink sunsets. Built with special touches including stained glass and intricate woodwork, this treehouse boasts warmth throughout and is sure to be a once-in-a-lifetime get-away.

4.99 out of 5 average rating, 105 reviews
Top guest favourite
A shaded porch area extends from the entrance of the home, featuring a concrete floor and wooden posts. Wagon wheels are mounted decoratively on the walls. Two chairs are positioned on either side of the entrance, surrounded by grass and greenery.
Home in Indianola

The Hen House

The wonderfully remodeled home based on 55 acres overlooking mature trees and a large pond. The house has 3 bedrooms and 1 1/2 baths. Laundry is available to use as well. Kitchen is fully stocked for your cooking enjoyment and a gas grill is offered as well to use. This house is perfect for families, small groups, or business trips. Situated just 20 minutes from Des Moines airport, and 25 minutes from downtown Des Moines, you will be able to experience the quiet and beautiful scenery to enjoy.

5.0 out of 5 average rating, 207 reviews
Guest favourite
A spacious living area features large windows that allow natural light to fill the room and provide views of the surrounding landscape. Comfortable seating options include plush sofas and bean bags arranged around a decorative coffee table on a patterned rug. A flat-screen TV is positioned near a stone fireplace.
Cabin in Norwalk

Private lake, lodge & 23 acres south of Des Moines

Amazing, secluded 23 acres of property highlighted with a 6 BR lodge and your own PRIVATE lake. For the bike enthusiast, the famous 17 mile Great Western bike trail is located right at the driveway. For the kids or kid-at-heart, enjoy numerous activities & games: - basketball court - sand VB court - 6 kayaks - 2 ping pong tables - billiards table - air hockey - 2 foosball tables - numerous board & card games - ladder ball, bag toss Located <15 miles south of Des Moines/Jordan Creek Mall.

4.95 out of 5 average rating, 102 reviews
Top guest favourite
A spacious living area features large windows, offering expansive views of the skyline. Modern furnishings include a cozy couch, two accent chairs, and a coffee table. A sleek electric fireplace is positioned beneath a wall-mounted TV, enhancing the contemporary design of the space.
Townhouse in Des Moines

This is the best Des Moines has to offer!

Welcome to a beautiful 3 story townhome in the heart of Des Moines. If an upscale modern home with an incredible view is your thing, you will be in heaven. Inside you’ll find a clean, bright and well decorated home with all the amenities you'll need to kick back, relax and enjoy your stay. Minutes from shopping, dining and nightlife. The bike trail is across the street where you can ride to Gray’s Lake or stroll to downtown DSM and enjoy the Farmer's Market, Civic Center and Principal Park.

4.94 out of 5 average rating, 153 reviews
Top guest favourite
Flat in Knoxville

Charming Garden Suite at PineRidge Rose Farm

Experience the quiet beauty of the Iowa countryside at PineRidge Roses. Whether you’re here for the high-octane excitement of the Knoxville Raceway or the Dutch charm of Pella, our suite offers a fragrant, peaceful home base. As a guest, you’re staying on a developing a flower farm. While we are still growing and building our floral dreams, you might see active farm working during the day. The reward is a fresh, hand-picked bouquet waiting in your suite to brighten every morning of your stay.

4.97 out of 5 average rating, 94 reviews
Guest favourite
A spacious farmhouse is situated on a grassy expanse, framed by a serene sunset. The two-story structure features large windows, providing ample natural light. The building's exterior is painted in a calm gray with white accents, complemented by a welcoming front entrance.
Farm stay in Carlisle

Country Charm Homestead

Our farmhouse homestead retreat offers the quiet and private country space, while being conveniently located near the airport and downtown Des Moines and the Iowa State Fairgrounds. This 5400 sq ft home offers 5 bedrooms and 4 bathrooms with a 500 sq ft Master Suite that has it’s own private bathroom with a whirlpool tub. The property sits on over 2 acres with a comfortable walkout back porch with a fire pit. It is perfect for extended work trips, short term rental opportunities and groups.

4.81 out of 5 average rating, 114 reviews
Top guest favourite
Home in Pella

Historic Dutch Cottage • Walk to Central • Firepit

The Rock House • Historic• Walk to Central College• Fire Pit Stay in a true piece of Pella history. The Rock House was built in 1856 by Dutch homesteaders and has been beautifully restored with modern comforts. This cozy 2-bedroom cottage sits next to Central College and is just minutes from downtown shops, bakeries, and the famous Vermeer Windmill. Perfect for couples, small families, Central College visitors or a cozy Pella getaway, the home blends historic charm with a peaceful retreat.

4.99 out of 5 average rating, 168 reviews
Guest favourite
A spacious room features a gray sectional sofa positioned on a warm-toned floor. A cozy bed with green bedding is visible in the background, alongside a desk and lamp. Natural light enters through a window adorned with light curtains.
Guest suite in Pleasantville

Cozy Loft South of Pleasantville

Escape to the countryside with a stay in our charming lofted studio, attached to our family home and nestled on a peaceful farm just 10 minutes from Pleasantville, Iowa. This cozy retreat offers a private studio-style space perfect for a quiet getaway We’re just 15-20 minutes from Knoxville and the famous Knoxville Raceway, making this an ideal spot for race fans. A short drive will also take you to Pella for the stunning Tulip Time Festival or to Des Moines for the iconic Iowa State Fair.

5.0 out of 5 average rating, 11 reviews
Top guest favourite
A cozy living area features a plush sofa alongside two armchairs positioned around a low table. Soft lighting from a nearby lamp creates a relaxed ambiance. Decorative elements, including a bookshelf and a neatly arranged rug, enhance the inviting atmosphere.
Cabin in Pella

The Prayer Cabin

The Prayer Cabin is located at Lake Red Rock outside of Pella, IA. The cabin Is an Earthen/Berm home located on a 1 acre lot in a quiet & clean neighborhood. The lot boasts a wooded valley with many birds and squirrels to watch. The Prayer Cabin was recently remodeled with a brand new kitchen and bathroom. Our first guests asked us if Chip and Joanna were the creators of the design. 💚 Navy Blue cabinets, Tons of white shiplap and open shelving. Peaceful. A place of respite and relaxation.

4.96 out of 5 average rating, 184 reviews
Top guest favourite
The exterior of a remodeled house is adorned with warm white lights, highlighting the entrance. A porch with two chairs is visible, alongside decorative plants and stones. The landscape features a welcoming pathway leading to the front door, surrounded by winter foliage.
Cottage in Pella

The Strawtown Cottage - in downtown Pella

Completely remodeled 1865 original Strawtown Store of Pella conveniently located in one of the best small towns in Iowa. Three blocks to downtown Pella, 1 1/2 blocks to West Market Park, 2 blocks to Central football, baseball and softball complex. Enjoy the cottage charm with two private bed and bath suites, a family room with dining, full kitchen, front and side porch, laundry and large back yard. Off-street parking in the back. Luxury sheets on queen beds await after your adventures.

4.99 out of 5 average rating, 420 reviews
Top guest favourite
Home in Pella

Pristine getaway for groups; 5 BR - sleeps 16+

Wildflower on Independence was designed to provide you with a relaxing, spacious, peaceful house to gather with family and friends! With five bedrooms, a fully equipped kitchen, open dining room, seven TVs, capacious family room, and beautiful bathrooms, you will have ample room to relax and fellowship. Whether you are planning a family reunion, girls getaway, or bridal shower, Wildflower will not disappoint! Come and be our guest while you enjoy the history and flavor of Pella, Iowa.

5.0 out of 5 average rating, 136 reviews

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